| Title |
Synthesis and evaluation of optical properties of new conjugated 3H-indole moiety possessing systems / |
| Authors |
Bartkus, M.R ; Varvuolytė, G ; Žukauskaitė, A ; Martynaitis, V ; Tamulienė, R ; Šačkus, A ; Kleizienė, N |
| DOI |
10.15388/CCT.2023 |
| ISBN |
9786090708330 |
| Full Text |
|
| Is Part of |
Chemistry and chemical technology: international conference CCT-2023, March 10, 2023, Vilnius: conference book.. Vilnius : Vilnius university press, 2023. P 007, p. 44.. ISBN 9786090708330 |
| Abstract [eng] |
3H-Indole derivatives are important in medicinal chemistry because they can have a wide range of properties: biological activity (e.g. antimitotic agent) [1], fluorescence (e.g. fluorescent probes for cell imaging) [2], photodynamic activity (e.g. photosensitizers for photodynamic therapy) [3] and other. A wide array of suitable optical and biological properties possessing photosensitizers are based on cyanine dye structure containing 3Hindole moiety [4]. Although many studies have been performed with these compounds, their number in clinical use is scarce. Therefore, synthesis of new 3H-indole derivatives remains of high interest. In this work, a series of new conjugated 3H-indole moiety possessing compounds were synthesized employing Suzuki cross-coupling and Knoevenagel condensation reactions. Subsequent alkylation of the final compounds afforded 3H-indolium iodide salts. Structures of new compounds were confirmed by 1D, 2D NMR, HRMS and FT-IR spectroscopic data and their optical properties were thoroughly investigated. Upon investigation of optical properties of newly prepared compounds in aqueous solutions, it was observed that the compounds had weak fluorescence, however the values of their absorption and emission peaks were observed in the visible part of electromagnetic spectrum. Absorption peaks were in the range of 383–477 nm, whereas emission peaks were in the range of 504–616 nm. In addition, the Stokes shifts of the tested compounds were quite large (71–233 nm). Interestingly, 3H-indolium salts did not produced fluorescence under excitation with UV light. Overall, presented results show, that conjugated 3H-indole moiety possessing systems are easily obtainable and could be used for further investigation of their biological activity and applicability as fluorescent probes. |
| Published |
Vilnius : Vilnius university press, 2023 |
| Type |
Conference paper |
| Language |
Lithuanian |
| Publication date |
2023 |
| CC license |
|
